42 Trails in Middletown, Connecticut

Trail Name Difficulty Length (mi) Rating City
Devil's Hopyard Expert difficulty 12.0 *** East Haddam
Millers Pond Advanced difficulty 5.0 ***** Durham
Brooksvale Park And Naugatuck State Forest Advanced difficulty 10.0 ** Hamden
Grayville Falls Town Park Advanced difficulty 8.0 ***** Hebron
Cockaponset State Forest Advanced difficulty 20.0 **** Chester
Nathan Hale Intermediate difficulty 21.0 **** Coventry
Nassahegan State Forest Intermediate difficulty 15.0 ***** Burlington
Case Mountain Intermediate difficulty 33.0 **** Manchester
Old Saybrook Preserve Intermediate difficulty 20.0 **** Old Saybrook
Tyler Mills Intermediate difficulty 10.0 *** Wallingford
Day Pond Intermediate difficulty 7.0 ***** Colchester
Hurd State Park Intermediate difficulty 12.0 **** East Hampton
Stony Creek Quarry Preserve Intermediate difficulty 10.0 *** Branford
Supply Ponds Intermediate difficulty 10.0 *** Branford
Rockland Preserve Intermediate difficulty 25.0 **** Madison
Salmon River State Forest Intermediate difficulty 7.0 *** Colchester
Crescent Lake Intermediate difficulty 6 **** Southington
East Rock Park Intermediate difficulty 5.0 ***** New Haven
Hartman Park Intermediate difficulty 6.0 *** Salem
Brotherin Trail System Intermediate difficulty 4.0 *** Madison
Powder Ridge Bike Park Intermediate difficulty 0 *** Middlefield
Middlesex Community College Intermediate difficulty 20.0 ***** Middletown
Meshomasic State Forest Intermediate difficulty 30.0 ***** East Hampton
West Hartford Reservoir Intermediate difficulty 10.0 **** West Hartford
West Rocks State Park Intermediate difficulty 12.0 *** New Haven
Wadsworth State Park Intermediate difficulty 5.0 **** Middletown
Gay City State Park Beginner difficulty 10.0 **** Hebron
River Highlands State Park / Cromwell Creek Beginner difficulty 7.0 ***** Cromwell
Winding Trails Beginner difficulty 5.0 *** Farmington
Heublein Tower Beginner difficulty 15.0 *** West Hartford
Genesee Recreation Area Beginner difficulty 10.0 *** Madison
The Jumps Beginner difficulty 1.0 *** West Hartford
Cheshire Lock 12 Easiest difficulty 18.0 ***** Cheshire
Corn Fields Easiest difficulty 3.0 ** Madison
Farmington Canal Heritage Trail Easiest difficulty 5.0 * Hamden
Inner Loop difficulty 1.0 Westbrook
Outer Loop difficulty 1.0 Westbrook
Red Trail difficulty 1.0 East Hampton
Timberlands difficulty 5.0 Madison
Van Otterloo Preserve difficulty 1.0 Bloomfield
Risley Resovior Loop difficulty 2.0 Vernon
Div Pond difficulty 2 Rocky Hill

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